4,4',5,5'-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8 ether | 875325-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4',5,5'-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8 ether
• 英文别名: 14,15,30,31-Tetrakis[2-(4-tert-butylphenyl)ethynyl]-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene；14,15,30,31-tetrakis[2-(4-tert-butylphenyl)ethynyl]-2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(28),12(17),13,15,29,31-hexaene
• CAS: 875325-93-2
• 化学式: C₇₂H₈₀O₈
• 分子量: 1073.42
• InChiKey: YQETYLLODYEKKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.5
• 重原子数：
  80
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,4',5,5'-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8 ether 、 dibenzylammonium hexafluorophosphate 以 二氯甲烷-D2 为溶剂， 反应 0.5h， 生成 pseudorotaxane
  参考文献：
  名称：

  An efficient synthesis of 4,4′,5,5′-tetraiododibenzo-24-crown-8 and its highly conjugated derivatives

  摘要：

  4,4',5,5'-Tetraiododibenzo-24-crown-8 (9), a practical building block, was prepared under efficient and mild reaction conditions starting from the simple starting material, catechol (1). Highly conjugated 4,4',5,5'-tetraethynyldibenzo-24-crown-8 (10a,b) were prepared via a Sonogashira, coupling reaction from tetraiodocrown ether 9. These highly conjugated crown ethers form complexes in CD2Cl2 with dibenzylammonium hexafluorophosphate in a 1:1 ratio. Emission spectrum of pseudorotaxane 11 shows a dramatic shift from the non-complexed precursor. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.147
• 作为产物：
  描述：

  2,2-二甲基-1,3-苯并二恶茂烷 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 mercury(II) diacetate 、 碘 、 caesium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 51.5h， 生成 4,4',5,5'-tetra(4-tert-butylphenylethynyl)dibenzo-24-crown-8 ether
  参考文献：
  名称：

  An efficient synthesis of 4,4′,5,5′-tetraiododibenzo-24-crown-8 and its highly conjugated derivatives

  摘要：

  4,4',5,5'-Tetraiododibenzo-24-crown-8 (9), a practical building block, was prepared under efficient and mild reaction conditions starting from the simple starting material, catechol (1). Highly conjugated 4,4',5,5'-tetraethynyldibenzo-24-crown-8 (10a,b) were prepared via a Sonogashira, coupling reaction from tetraiodocrown ether 9. These highly conjugated crown ethers form complexes in CD2Cl2 with dibenzylammonium hexafluorophosphate in a 1:1 ratio. Emission spectrum of pseudorotaxane 11 shows a dramatic shift from the non-complexed precursor. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.147

文献信息

• An efficient synthesis of 4,4′,5,5′-tetraiododibenzo-24-crown-8 and its highly conjugated derivatives
  作者：Joshua J. Pak、Jaime L. Mayo、Endrit Shurdha

  DOI：10.1016/j.tetlet.2005.10.147

  日期：2006.1

  4,4',5,5'-Tetraiododibenzo-24-crown-8 (9), a practical building block, was prepared under efficient and mild reaction conditions starting from the simple starting material, catechol (1). Highly conjugated 4,4',5,5'-tetraethynyldibenzo-24-crown-8 (10a,b) were prepared via a Sonogashira, coupling reaction from tetraiodocrown ether 9. These highly conjugated crown ethers form complexes in CD2Cl2 with dibenzylammonium hexafluorophosphate in a 1:1 ratio. Emission spectrum of pseudorotaxane 11 shows a dramatic shift from the non-complexed precursor. (c) 2005 Elsevier Ltd. All rights reserved.